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- W2009703494 abstract "The first synthesis of a nucleoside analogue 1 is reported wherein the nucleobase 5-fluorocytosine is attached to a 1,6-dioxaspiro[5.5]undecane spiroacetal ring system. The spiroacetal system acts as a substitute for the sugar unit of natural nucleosides and provides a conformationally restricted framework upon which to append nucleobases in a well defined geometry. Trimethylsilyl triflate promoted Vorbrüggen-type coupling of bis(trimethylsilyl)-5-fluorocytosine 3 with spiroacetal acetate 2 provided spiroacetal nucleoside 1 in which the nucleobase occupied an equatorial position together with the ring opened (Z)-alkene 10. Spiroacetal acetate 2 serves as the spiroacetal donor and was prepared from the readily available starting materials δ-valerolactone and but-3-yn-1-ol 4." @default.
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- W2009703494 date "2004-01-01" @default.
- W2009703494 modified "2023-10-16" @default.
- W2009703494 title "Synthesis of a Novel Nucleoside Based on a Spiroacetal Framework" @default.
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- W2009703494 doi "https://doi.org/10.1071/ch04021" @default.
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